Does this search include six-bedroom homes or only detached houses?

This search selects exactly five bedrooms, not five or more, so six-bedroom homes fall outside its criteria. It has no property-type restriction and is not limited to detached houses. The geographic filter covers the full Osceola County boundary rather than Kissimmee alone.

How do I check school assignments for a five-bedroom home?

Check the individual address through the school district's school-of-attendance and transportation search for the applicable school year. A community name is not enough to establish an assignment, and opposite sides of a street can have different assignments. Confirm these details before making school access part of your shortlist.

Are all Poinciana properties within this search?

No. Poinciana spans Osceola and Polk counties, while this search uses the Osceola County boundary. A Poinciana community name or mailing address does not by itself establish inclusion. A property must fall within the selected county boundary and meet the exact-five-bedroom requirement to match.

Can I use a five-bedroom property for short-term rentals?

Five bedrooms do not establish short-term rental permission. Check the property's parcel-level zoning and applicable community documents before relying on that use. The county identifies a Short Term Rental Planned Development designation, but its existence does not mean every five-bedroom home qualifies or that community restrictions are absent.

Illustrative Central Florida residential street with stucco homes, green lawns and palm trees beneath a bright blue sky.

Exactly five bedrooms, all property types

Osceola County homes for sale: 5 bedrooms, FL

We help you compare Osceola County homes for sale in FL with exactly five bedrooms, across all property types and the full county, not just Kissimmee.

Matching homes for sale in Osceola County

556 listings

1 day on market
$480,000
3833 Siskin DriveKissimmee, FL, 34744
- 5 beds
- 3 baths
- 2,800 sqft
139 days on market
$699,900Price reduced by $10,000 on Oct 9, 2026
253 Southfield StreetKissimmee, FL, 34747
- 5 beds
- 6 baths
- 2,945 sqft
191 days on market
$559,000Price reduced by $26,000 on Nov 6, 2026
1406 Kingston WayKissimmee, FL, 34744
- 5 beds
- 4 baths
- 3,434 sqft
28 days on market
$760,000
2802 Quiet Water TrailKissimmee, FL, 34744
- 5 beds
- 5 baths
- 4,323 sqft
113 days on market
$643,990Price reduced by $2,359 on Sep 10, 2026
4458 E Firefly LaneSt Cloud, FL, 34772
- 5 beds
- 4 baths
- 3,574 sqft
3 days on market
$554,490
2003 Horsetail DriveSt Cloud, FL, 34771
- 5 beds
- 4 baths
- 2,856 sqft
1 day on market
$358,000
4616 Woodford DriveKissimmee, FL, 34758
- 5 beds
- 2 baths
- 1,942 sqft
24 days on market
$550,000
4773 Riverwalk DriveSt Cloud, FL, 34771
- 5 beds
- 5 baths
- 3,659 sqft
19 days on market
$486,860
2514 Serenity Garden DriveKissimmee, FL, 34744
- 5 beds
- 3 baths
- 2,615 sqft
Browse all listings556 listings

View matching Osceola County homes

Browse Osceola County homes by price

Available-feed asking-price bands. Each band changes the price range and retains the county, bedroom and property-type filters.

How will you use five bedrooms?

Across all property types, assess how each room supports your plans. Five bedrooms alone do not establish bathroom count, usable space or suitability.

Bedroom placement and bathroom access
How are the five bedrooms divided between floors? Check full-bathroom access from each room and whether stairs fit your everyday needs.
Spaces that serve different routines
Can you separate sleep, guest visits and work? Verify the five-bedroom count rather than treating an office, loft or bonus room as another bedroom.
Storage and laundry within reach
Where would you keep linens, luggage and everyday belongings? Consider laundry placement relative to all five bedrooms, especially across floors.
Parking and outdoor responsibilities
Does parking suit your own vehicles and visiting friends? Assess outdoor upkeep for daily living or periods when you are away from a second home.

Compare settings across Osceola County

Choose a setting that fits your routines, then assess each address. Public recreation and community facilities do not establish a home's access rights.

Aspect	Location	Local setting	What to assess for your five-bedroom home
Public lakefront recreation	Kissimmee, including its downtown and lakefront setting	Public Lakefront Park offers paved trails, playgrounds and a fishing pier beside Lake Tohopekaliga.	Pair your preferred five-bedroom layout with the actual journey to parks, daily errands and work.
Boating and cycling outings	St. Cloud and its public lakefront recreation	Lakefront Park includes a marina, boat ramp, fishing pier and more than two miles of bike path.	Check routes for your planned outings. A five-bedroom home does not automatically include lake access.
Association amenities	Celebration and its association-based facilities	Resident-exclusive pools, playgrounds, parks and facilities sit alongside dining, shopping and recreation.	Confirm the home's amenity access and obligations alongside bedroom privacy and your everyday travel needs.
Rural county settings	Rural locations within Osceola County	The wider county includes extensive rural landscapes of woods, prairie, marshes and lakes.	Test daily journeys from each address; assess its land and upkeep without assuming a larger lot or lower price.

Look beyond the bedroom count

For five-bedroom Osceola County homes for sale in FL, the layout is only part of the decision. Review association documents separately from any Community Development District (CDD) obligations. Where applicable, CDD taxes and assessments appear on property tax statements; they are not universal countywide charges. Consider outdoor maintenance alongside bedroom distribution, storage and laundry placement. Review mapped flood information for the property, and identify what any water view actually overlooks. The county offers floodplain determinations for unincorporated properties, while lower-risk mapped areas can still experience localized flooding. A stormwater pond is not evidence of recreational lake access, so assess the water feature and any access rights rather than relying on its appearance.

The wider county asking market

The following snapshot covers the full county's asking market across all property types and bedroom counts, rather than the exact-five-bedroom search or its price bands. Median asking price describes sellers' advertised prices. It is neither a completed-sale price nor a valuation of a particular five-bedroom home.

Osceola County asking-inventory snapshot

Available-feed listings across the full county, all property types and prices. County context, not completed sales or this page's filtered subset.

For sale now: 4,901
Median asking price: $398,000

Nearby sales

Nearby sales provide a radius-based sample of completed transactions around the first property returned by the Osceola County exact-five-bedroom search. Sold homes in that sample may have different bedroom counts or lie outside the county. Use them as local context, not a countywide set of five-bedroom comparable sales.

Nearby sold homes for comparison

16 properties sold within half a mile in the last 12 months · median $357,450

See all sold

3190 Dasha Palm Drive
4 bed · 3 bath · 2,813 sqft
$480,000
Sold Nov 2, 2026
3707 Silver Lake Drive
3 bed · 2 bath · 1,404 sqft
$268,000
Sold Oct 30, 2026
3189 Dasha Palm Drive
3 bed · 2 bath · 1,630 sqft
$354,900
Sold Sep 29, 2026
3058 Bay Laurel Circle N
4 bed · 2 bath · 2,059 sqft
$370,000
Sold Sep 25, 2026

Questions about buying a five-bedroom home

Gaby Sadler

Property Specialist, Serhant

Find your five-bedroom Osceola layout

If five bedrooms will be used by household members and visiting guests, I can help you compare the routes between sleeping rooms, bathrooms and living spaces. We can also check which community facilities your Osceola address may use.

+1 (407) 490-0475 realty@thetopvillas.com

Find the five-bedroom layout that fits your plans

We can help you compare five-bedroom layouts with your preferred county setting, whether you are planning everyday living or a second home. Keep your search focused on Osceola County and exactly five bedrooms, with all property types in scope until you choose otherwise. For broader county options, visit our Osceola County page, then return to the room arrangement and ownership responsibilities that matter to you.

Start your five-bedroom home search